Re-examination of the emission properties of alkoxy- and thioalkyl-substituted phthalocyanines

Journal of Inorganic Biochemistry

Volumn 104, Issue 3, 2010, Pages 310-317

  Mack, John ^a,b   Kobayashi, Nagao ^a   Stillman, Martin J ^b  

^a TOHOKU UNIVERSITY   (Japan)

^b UNIVERSITY OF WESTERN ONTARIO   (Canada)

Author keywords

MCD spectroscopy; Phthalocyanines; S2 emission; TD DFT calculations

Indexed keywords

PHTHALOCYANINE DERIVATIVE;

ARTICLE; CHEMICAL ANALYSIS; CIRCULAR DICHROISM; FLUORESCENCE ANALYSIS; MATHEMATICAL COMPUTING; PHOTODEGRADATION; PHOTODYNAMICS; RADIATION ABSORPTION; SYNTHESIS; ULTRAVIOLET RADIATION;

ABSORPTION; CIRCULAR DICHROISM; ELECTRONS; INDOLES; MODELS, CHEMICAL; MOLECULAR STRUCTURE; SPECTROMETRY, FLUORESCENCE; SPECTROPHOTOMETRY, ULTRAVIOLET; SULFHYDRYL COMPOUNDS;

EID: 77149121100     PISSN: 01620134     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jinorgbio.2009.09.018     Document Type: Article

References (39)

1. Kobayashi N., Ogata H., Nonaka N., Luk'yanets E.A. Chem. Eur. J. 2003, 9:5123-5134.
2. Smirnova Z.S., Oborotova N.A., Makarova O.A., Orlova O.L., Polozkova A.P., Kubasova I.Yu., Luk'yanets E.A., Meerovich G.A., Zimakova N.I., Kuz'min S.G., Vorozhtsov G.N., Baryshnikov A.Yu. Pharm. Chem. J. 2005, 39:341-344.
3. Kobayashi N., Lever A.B.P. J. Am. Chem. Soc. 1987, 109:7433-7441.
4. Kobayashi N., Ohya T., Sato M., Nakajima S.-I. Inorg. Chem. 1993, 32:1803-1808.
5. Kobayashi N., Ashida T., Osa T. Chem. Lett. 1992, 2031-2034.
6. Kobayashi N., Lam H., Nevin W.A., Janda P., Leznoff C.C., Koyama T., Monden A., Shirai H. J. Am. Chem. Soc. 1994, 116:879-890.
7. Kaneko Y., Arai T., Sakuragi H., Tokumaru K., Pac C. J. Photochem. Photobiol. A 1996, 97:155-162.
8. Kaneko Y., Nishimura Y., Takane N., Arai T., Sakuragi H., Kobayashi N., Matsunaga D., Pac C., Tokumaru K. J. Photochem. Photobiol. A 1997, 106:177-183.
9. Rückmann I., Zeug A., Herter R., Röder B. Photochem. Photobiol. 1997, 66:576-584.
10. Kobayashi N., Togashi M., Osa T., Ishii K., Yamauchi S., Hino H. J. Am. Chem. Soc. 1996, 118:1073-1085.
11. Tokumaru K. J. Porphyrins Phthalocyanines 2001, 5:77-86.
12. Chen L.X., Shaw G.B., Tiede D.M., Zuo X., Zapol P., Redfern P.C., Curtiss L.A., Sooksimuang T., Mandal B.K. J. Phys. Chem. B 2005, 109:16598-16609.
13. Lee S., White A.J.P., Williams D.J., Barrett A.G.M., Hoffman B.M. J. Org. Chem. 2001, 66:461-465.
14. Lee S., Stackow R., Foote C.S., Barrett A.G.M., Hoffman B.M. Photochem. Photobiol. 2003, 77:18-21.
15. Hammer N.D., Lee S., Vesper B.J., Elseth K.M., Hoffman B.M., Barrett A.G.M., Radosevich J.A. J. Med. Chem. 2005, 48:8125-8133.
16. Vesper B.J., Lee S., Hammer N.D., Elseth K.M., Barrett A.G.M., Hoffman B.M., Radosevich J.A. J. Photochem. Photobiol. B 2006, 82:180-186.
17. Turro N.J. in: Modern Molecular Photochemistry 1991, University Science Books, Sausalito, California.
18. Piepho S.B., Schatz P.N. in: Group Theory in Spectroscopy with Applications to Magnetic Circular Dichroism 1983, Wiley, New York.
19. Stephens P.J. Adv. Chem. Phys. 1976, 35:197-264.
20. Mack J., Stillman M.J., Kobayashi N. Coord. Chem. Rev. 2007, 251:429-453.
21. M.J. Frisch, G.W. Trucks, H.B. Schlegel, G.E. Scuseria, M.A. Robb, J.R. Cheeseman, J.A. Montgomery, Jr., T. Vreven, K.N. Kudin, J.C. Burant, J.M. Millam, S.S. Iyengar, J. Tomasi, V. Barone, B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G.A. Petersson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, M. Klene, X. Li, J.E. Knox, J.P. Hratchian, J.B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gomperts, R.E. Stratmann, O. Yazyev, A.J. Austin, R. Cammi, C. Pomelli, J.W. Ochterski, P.Y. Ayala, K. Morokuma, G.A. Voth, P. Salvador, J.J. Dannenberg, V.G. Zakrzewski, S. Dapprich, A.D. Daniels, M.C. Strain, O. Farkas, D.K. Malick, A.D. Rabuck, K. Raghavachari, J.B. Foresman, J.V. Ortiz, Q. Cui, A.G. Baboul, S. Clifford, J. Cioslowski, B.B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R.L. Martin, D.J. Fox, T. Keith, M.A. Al-Laham, C.Y. Peng, A. Nanayakkara, M. Challacombe, P.M.W. Gil, Gaussian 03, Revision C.02.
22. Moffitt W. J. Chem. Phys. 1954, 22:320-333.
23. Moffitt W. J. Chem. Phys. 1954, 22:1820-1829.
24. Michl J. J. Am. Chem. Soc. 1978, 100:6801-6811.
25. Michl J. Pure Appl. Chem. 1980, 52:1549-1563.
26. Gouterman M. The Porphyrins. Physical Chemistry, Part A 1978, vol. 3:1-165. Academic Press, New York. D. Dolphin (Ed.).
27. Mack J., Stillman M.J. Inorg. Chem. 1997, 36:413-425.
28. Mack J., Stillman M.J. The Porphyrin Handbook. Phthalocyanines: Spectroscopic and Electrochemical Characterization 2003, vol. 16:43-116. Academic Press, New York. K.M. Kadish, K.M. Smith, R. Guilard (Eds.).
29. McHugh A.J., Gouterman M., Weiss C. Theor. Chim. Acta 1972, 24:346-370.
30. Schaffer A.M., Gouterman M., Davidson E.R. Theor. Chim. Acta 1973, 30:9-30.
31. Nyokong T., Gasyna Z., Stillman M.J. Inorg. Chem. 1987, 26:1087-1095.
32. Ricciardi G., Rosa A., Baerends E.J. J. Phys. Chem. A 2001, 105:5242-5254.
33. Mack J., Stillman M.J. J. Phys. Chem. 1995, 99:7935-7945.
34. Gasyna Z., Kobayashi N., Stillman M.J. J. Chem. Soc. Dalton Trans. 1989, 2397-2405.
35. Sibert J.W., Baumann T.F., Williams D.J., White A.J.P., Barrett A.G.M., Hoffman B.M. J. Am. Chem. Soc. 1996, 118:10487-10493.
36. Montalban A.G., Baum S.M., Hoffman A.G.M., Barrett B.M. Dalton Trans. 2003, 2093-2102.
37. Li Z., Lieberman M. Inorg. Chem. 2001, 40:932-939.
38. Nemykin V.N., Hadt R.G., Belosludov R.V., Mizuseki H., Kawazoe Y. J. Phys. Chem. A 2007, 111:12901-12913.
39. A. Zeug, I. Rückmann, R. Herter, B. Röder, in: Book of Abstracts for ICPP-2, Kyoto, Japan, July 2002, (Abstract P-209).